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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Winchester Vacation Homes

RV space- concrete pad
Property grounds

RV space- concrete pad

10.0 out of 10, Exceptional, (1)
"We really enjoyed our 3 nights here. Came for the Round Top Antique fair (just 20 minutes away). Liked that we could unwind in our own private spot. They had full hookup and everything was brand new and all worked properly. Pond is beautiful and we enjoyed watching the cows and feeding the horse apples. Hosts were quick to answer any questions we had. Will be back! We were their 1st guest, too."
The price is CA $35
CA $108 total
includes taxes & fees
Aug 24 - Aug 25
RV space- concrete pad
Riverside Romance/Luxury RV/Starry Skies & S'mores
Interior

Riverside Romance/Luxury RV/Starry Skies & S'mores

10.0 out of 10, Exceptional, (61)
"I was in town for work and found this hidden gem. Very peaceful and clean, great place to relax."
The price is CA $89
CA $253 total
includes taxes & fees
Aug 21 - Aug 22
Riverside Romance/Luxury RV/Starry Skies & S'mores
Round Top Refuge Guest House
Outdoor dining

Round Top Refuge Guest House

10.0 out of 10, Exceptional, (4)
"Great place to stay! "
The price is CA $218
CA $259 total
includes taxes & fees
Aug 21 - Aug 22
Round Top Refuge Guest House
Historical country cabin in Round Top!
Outdoor dining

Historical country cabin in Round Top!

10.0 out of 10, Exceptional, (2)
"great location, would come back again!"
The price is CA $139
CA $269 total
includes taxes & fees
Aug 21 - Aug 22
Historical country cabin in Round Top!
Cute, Comfy & Across from Ice Plant w/Fire Pit | The Lucy
TV

Cute, Comfy & Across from Ice Plant w/Fire Pit | The Lucy

10.0 out of 10, Exceptional, (1)
"Lovely home close to round top! House was well equipped with everything we needed. Bed and sofa sleeper were very comfortable. "
The price is CA $227
CA $495 total
includes taxes & fees
Aug 21 - Aug 22
Cute, Comfy & Across from Ice Plant w/Fire Pit | The Lucy
Hotel Bebe | Bungalow 2 | Pool+Fire Pit
Pool

Hotel Bebe | Bungalow 2 | Pool+Fire Pit

8.4 out of 10, Very good, (9)
"Literally across the street from Marburger…so close to all the other Round Top shopping spots…convenient and comfy!!"
The price is CA $250
CA $426 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Bebe | Bungalow 2 | Pool+Fire Pit
Lakefront Charm: Your Perfect Getaway in Round Top
Terrace/patio

Lakefront Charm: Your Perfect Getaway in Round Top

9.2 out of 10, Wonderful, (5)
"The cottage was very peaceful and quaint and had that was needed for our short stay. It was beautiful and we thoroughly enjoyed the time there."
The price is CA $208
CA $436 total
includes taxes & fees
Aug 21 - Aug 22
Lakefront Charm: Your Perfect Getaway in Round Top
The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire
Terrace/patio

The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire

10.0 out of 10, Exceptional, (381)
"This a beautiful place and very peaceful "
The price is CA $166
CA $295 total
includes taxes & fees
Aug 23 - Aug 24
The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire
PineyWoods House Forest Retreat
Fridge, microwave, oven, stovetop

PineyWoods House Forest Retreat

10.0 out of 10, Exceptional, (11)
"Had the best time deer are.present and the cabin is gorgeous! Host was amazing"
The price is CA $142
CA $260 total
includes taxes & fees
Aug 24 - Aug 25
PineyWoods House Forest Retreat
Charming Cottage, 5 Minutes to Round Top!
2 bedrooms, free WiFi, bed sheets

Charming Cottage, 5 Minutes to Round Top!

9.0 out of 10, Wonderful, (2)
"My daughter and I had a great time in Round Top . We did lots of shopping and eating in fine restaurants. The charming cottage we stayed at was clean and cozy. It was small , but efficient for our needs. Location was perfect. Cant wsit to come back in October when its cooler!"
The price is CA $107
CA $232 total
includes taxes & fees
Aug 21 - Aug 22
Charming Cottage, 5 Minutes to Round Top!
Rustic Charm in our Quaint Round Top Farmhouse!
Interior

Rustic Charm in our Quaint Round Top Farmhouse!

10.0 out of 10, Exceptional, (2)
"We loved out stay in the cooper house!"
The price is CA $208
CA $436 total
includes taxes & fees
Aug 21 - Aug 22
Rustic Charm in our Quaint Round Top Farmhouse!
Charming & Cozy Victorian in Quiet Residential Setting
Exterior

Charming & Cozy Victorian in Quiet Residential Setting

10.0 out of 10, Exceptional, (92)
"Good location. Quiet neighborhood."
The price is CA $206
CA $323 total
includes taxes & fees
Aug 24 - Aug 25
Charming & Cozy Victorian in Quiet Residential Setting
Flophouze Shipping Container Hotel - Houze 3
Books, music library

Flophouze Shipping Container Hotel - Houze 3

10.0 out of 10, Exceptional, (1)
"This is such a great place to stay. It should be on everyone’s bucket list."
The price is CA $267
CA $318 total
includes taxes & fees
Aug 24 - Aug 25
Flophouze Shipping Container Hotel - Houze 3
Cozy & Stylish + Walk to Ice Plant + 15 min to Round Top + The Moli
Fridge, oven, stovetop, dishwasher

Cozy & Stylish + Walk to Ice Plant + 15 min to Round Top + The Moli

10.0 out of 10, Exceptional, (7)
"Cutest house for our girls trip to the spring Round Top show! It was perfect for 3 of us! We could not stop talking about how cute it was decorated, all the details were perfect! "
The price is CA $295
CA $646 total
includes taxes & fees
Aug 21 - Aug 22
Cozy & Stylish + Walk to Ice Plant + 15 min to Round Top + The Moli
RanchHouze East in Round Top
Books, music library, stereo

RanchHouze East in Round Top

10.0 out of 10, Exceptional, (1)
"Property was very easy to access, close to shopping. House was very clean, plenty of towels. Missed having at least one TV during our stay, more so because of basketball playoffs in the evening. Living room furniture didn't scream "come sit on me"; but, was ok. Overall, property makes for a good stay; I'd stay again."
The price is CA $1,060
CA $1,262 total
includes taxes & fees
Aug 21 - Aug 22
RanchHouze East in Round Top
RanchHouze in Round Top
Books, music library, stereo

RanchHouze in Round Top

10.0 out of 10, Exceptional, (1)
The price is CA $755
CA $899 total
includes taxes & fees
Aug 21 - Aug 22
RanchHouze in Round Top
Steps away from the sweet LaGrange downtown square
Outdoor dining

Steps away from the sweet LaGrange downtown square

8.6 out of 10, Excellent, (4)
"We loved our stay at this house! The location was easily walkable to downtown and in a great neighborhood. "
The price is CA $237
CA $606 total
includes taxes & fees
Aug 21 - Aug 22
Steps away from the sweet LaGrange downtown square
Spacious country retreat with modern amenities KING SIZE BED & family friendly
Private kitchen

Spacious country retreat with modern amenities KING SIZE BED & family friendly

10.0 out of 10, Exceptional, (4)
"Love this space full of peaceful, clean and beautiful. A place where you definitely can enjoy having peaceful time. I bet the Holy Spirit in that house and I will return.."
The price is CA $178
CA $426 total
includes taxes & fees
Aug 21 - Aug 22
Spacious country retreat with modern amenities KING SIZE BED & family friendly
Designory Round Top home, scenic views & pond!
Fridge, microwave, oven, dishwasher

Designory Round Top home, scenic views & pond!

10.0 out of 10, Exceptional, (5)
"So charming! Beautifully appointed. Design and the feel were perfect for our weekend. The pond setting and property were quiet and peaceful. It was the icing on the cake for our first amazing RT experience."
The price is CA $277
CA $641 total
includes taxes & fees
Aug 21 - Aug 22
Designory Round Top home, scenic views & pond!
Flophouze Shipping Container Hotel - Houze 1
Books, music library

Flophouze Shipping Container Hotel - Houze 1

The price is CA $267
CA $320 total
includes taxes & fees
Aug 21 - Aug 22
Flophouze Shipping Container Hotel - Houze 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Katy House Bed and Breakfast

Katy House Bed and Breakfast

10/10 Excellent
"Beautiful place! Comfy bed. Gorgeous bathroom. "
Jeanette 1-night trip
Posted 4 days ago
Katy House Bed and Breakfast